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通过多米诺反应从烯胺酮和醛出发,以不同取代模式发散合成双1,4 - 二氢吡啶。

Divergent synthesis of dual 1,4-dihydropyridines with different substituted patterns from enaminones and aldehydes through domino reactions.

作者信息

Liu Fu-Jun, Sun Tian-Tian, Yang Yun-Gang, Huang Chao, Chen Xue-Bing

机构信息

Key Laboratory of Natural Pharmaceutical and Chemical Biology of Yunnan Province, School of Science, Honghe University Mengzi Yunnan 661100 China

School of Chemistry and Environment, Engineering Research Center of Biopolymer Functional Materials of Yunnan, Yunnan Minzu University Kunming Yunnan 650503 China.

出版信息

RSC Adv. 2018 Apr 3;8(23):12635-12640. doi: 10.1039/c8ra01236a.

Abstract

A concise and efficient protocol for the regioselective synthesis of dual 1,4-dihydropyridines with several substituted patterns has been developed from a cascade cyclization of enaminones and aldehydes in different media (EtOH/CHCN). The one-pot cascade reaction involves at least five reactive sites and generates multiple C-C and C-N bonds. The established protocol explores the chemistry of enaminones by employing their three reactive sites. The method has several advantages including mild conditions, operational simplicity, and high bond-forming efficiency. It may offer promise in a variety of biochemical applications.

摘要

一种简洁高效的用于区域选择性合成具有多种取代模式的双1,4 - 二氢吡啶的方法,是通过烯胺酮和醛在不同介质(乙醇/乙腈)中的串联环化反应开发出来的。该一锅法串联反应涉及至少五个反应位点,并生成多个碳 - 碳键和碳 - 氮键。所建立的方法通过利用烯胺酮的三个反应位点来探索其化学性质。该方法具有几个优点,包括条件温和、操作简便以及成键效率高。它可能在各种生化应用中具有前景。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d0d9/9079339/d646038313b4/c8ra01236a-s1.jpg

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